2-Butenoic acid, 2-(hydroxymethyl)-, (Z)-

Details

• Internal ID: 4646ecf1-8fca-401f-b0b7-e9ef9d1f96b9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Hydroxy fatty acids
• IUPAC Name: (Z)-2-(hydroxymethyl)but-2-enoic acid
• InChI: InChI=1S/C5H8O3/c1-2-4(3-6)5(7)8/h2,6H,3H2,1H3,(H,7,8)/b4-2-
• InChI Key: BAOHMJZBCIUQEO-RQOWECAXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.11 g/mol
• Exact Mass: 116.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2-Butenoic acid, 2-(hydroxymethyl)-, (Z)-
• 7689-64-7
• RefChem:1062628
• DTXCID301699956
• (Z)-2-(hydroxymethyl)but-2-enoic acid
• (Z)-2-Hydroxymethyl-2-butenoic acid
• 11042-14-1
• 2-(hydroxymethyl)but-2-enoic acid
• (2Z)-2-(hydroxymethyl)but-2-enoic acid
• SCHEMBL14906817
• CHEBI:193614

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	+	0.6483	64.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6373	63.73%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.9335	93.35%
P-glycoprotein inhibitior	-	0.9828	98.28%
P-glycoprotein substrate	-	0.9900	99.00%
CYP3A4 substrate	-	0.7602	76.02%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.9185	91.85%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8466	84.66%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.8139	81.39%
CYP2C8 inhibition	-	0.9926	99.26%
CYP inhibitory promiscuity	-	0.8813	88.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6549	65.49%
Carcinogenicity (trinary)	Non-required	0.7374	73.74%
Eye corrosion	-	0.6480	64.80%
Eye irritation	+	0.9939	99.39%
Skin irritation	+	0.6404	64.04%
Skin corrosion	+	0.5937	59.37%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8628	86.28%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8569	85.69%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8667	86.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5092	50.92%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	-	0.9382	93.82%
Androgen receptor binding	-	0.8958	89.58%
Thyroid receptor binding	-	0.8929	89.29%
Glucocorticoid receptor binding	-	0.9150	91.50%
Aromatase binding	-	0.8809	88.09%
PPAR gamma	-	0.8956	89.56%
Honey bee toxicity	-	0.9806	98.06%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	+	0.7609	76.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.75%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.00%	96.95%

Plants that contains it

• Ageratina ligustrina

Cross-Links

• PubChem: 12315337
• LOTUS: LTS0179485
• wikiData: Q76422791